3 Days in Orlando:

Wildlife, Entertainment, Walkable Dining Districts

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Orlando is so much more than many visitors ever get to know – or even think to imagine, for that matter. Famous for its theme park attractions, which run deep and wide, Florida’s third-largest metropolitan area is home to a diverse population drawn to Orlando and its ample sunshine from all over the country and world.

Visitors who venture beyond the calling card tourist locales are rewarded with museums and family attractions in places like Loch Haven Cultural Park, dining districts like Mills 50 and oak-lined neighborhoods and green spaces like Harry P. Leu Gardens.

Wild natural attractions are within reach most any direction you go in these parts, too, whether admiring overwintering birds along a lakeside trail in the postcard-perfect town of Celebration, scouting for alligators along Lake Apopka or donning a mask and snorkel to dip your head into the gin-clear waters of Wekiwa Springs State Park. Bring a sense of adventure and curiosity and let yourself be surprised by the kinds of unexpected experiences that make travel most satisfying.

Check out our three-day itinerary for Orlando beyond the theme parks and learn about the benefits that you can enjoy when booking through American Express Travel®.*

Calendar

Best Time to Visit

Orlando is a year-round destination, but the best time to visit is outside of hurricane season (June 1 - November 30). Peak crowds arrive during the summer months and over the holiday period in December and early January. The weather in central Florida is most pleasant from December into April.

Airplane

Getting There

Book your next flight to Orlando with American Airlines through Amex TravelTM. Platinum Card® Members earn 5X Membership Rewards® points on up to $500,000 per calendar year on flights booked through American Express Travel® or flights purchased directly from airlines.*

Downtown Parks and Winter Park Dining

Accommodations

Four Seasons Resort Orlando at Walt Disney World Resort

Walt Disney World Swan Reserve

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Places of Interest

Harry P Leu Gardens

Lake Eola Park

Park Avenue District

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Eat & Drink

AVA MediterrAegean

Hamilton's Kitchen

Ravenous Pig

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Museums, Paddling, and Live Entertainment

Places of Interest

Loch Haven Cultural Park

Winter Park Chain

Dr. Phillips Center for the Performing Arts

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Eat & Drink

White Wolf Cafe

Briarpatch Restaurant

Edoboy

Pigzza

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Fresh Springs, Gators, and Celebration

Places of Interest

Wekiwa Springs State Park

Lake Apopka Wildlife Drive

Celebration Town Center

ICON Park

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Eat & Drink

Hollerbach's German Restaurant

Kaya

Kabooki Sushi-Sand Lake

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Day 1: Downtown Parks and Winter Park Dining
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CHECK-IN • MIDDAY

Four Seasons Resort Orlando at Walt Disney World Resort

A Card Member Favorite, the Four Seasons Resort Orlando at Walt Disney World has a concierge team that knows how to cater to any type of vacationer. The resort itself has a secluded lakeside setting where you can ride the lazy river on repeat at the five-acre waterpark, let kids loose at the complimentary Kids for All Seasons camp (ages 4-12), relax in the adults-only pool, or play pickle ball before hitting the spa. Many of the 443 rooms and suites have balconies overlooking the lake and the resort's 18-hole golf course. Be sure to catch the nightly theme park fireworks from the rooftop steakhouse, Capa.

Walt Disney World Swan Reserve

A boutique hotel addition to the theme park scene in 2021, the Walt Disney World Swan Reserve offers an upscale stay in 149 modern one- and two-bedroom suites. It’s a short walk from the property to Epcot and Disney’s Hollywood Studios, with complimentary transportation from the resort to points throughout the parks. Guests can relax in the haven of the property’s third-floor outdoor swimming pool as well as access lap pools, a three-acre grotto, Balinese-inspired spa, kids’ camp and more at neighboring sister resorts, the Swan and Dolphin, just a stroll out the door.

As a Platinum Card® Member, enjoy a complimentary suite of benefits when you book through American Express Travel®.

Fine Hotels + Resorts*

 

  12pm check-in, when available

  Room upgrade upon arrival, when available1

  Daily breakfast for two

  $100 credit to use towards eligible charges2

  Guaranteed 4pm check-out

The Hotel Collection 3,*

 

  12pm check-in, when available

  Room upgrade upon arrival, when available1

  $100 credit to use towards eligible charges2

  Late check-out, when available

Platinum Card Members can get up to $300 back in statement credits semi-annually for up to a total of $600 in statement credits per calendar year* on prepaid Fine Hotels + Resorts® or The Hotel Collection3 bookings through American Express Travel when you pay with your Platinum Card®. See hotel credit details.

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EAT & DRINK • DINNER

Southern Favorites or Elevated Classics

Hamilton's Kitchen

A short stroll off Winter Park’s atmospheric Park Avenue brings you to an art-filled boutique hotel home to Hamilton’s Kitchen. Southern favorites like chicken and dumplings, shrimp and grits, and fried green tomato BLTs get a gourmet spin, as part of a menu that prioritizes local ingredients. There’s a rustic farmhouse feel to the open-kitchen dining room. On a pleasant Central Florida evening, though, it’s even more inviting to snag a linen-topped table on the outdoor patio, illuminated with strings of twinkling white lights.

Ravenous Pig

Central Florida’s favorite gastropub for nearly 20 years, Ravenous Pig manages to be both a family and date-night darling thanks to its handsome interior with brick walls and dark woods and a jovial kid- and pet-friendly outdoor beer garden. The husband-and-wife team have won accolades for their elevated classics; you might find dishes like steak frites with truffle fries and cured pastrami brisket with cabbage puree on the ever-changing menu. Linger for the delicious craft cocktails as much as the 18 house-brewed beers on tap. 

Day 2: Museums, Paddling, and Live Entertainment
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EAT & DRINK • DINNER

Get a Taste of Mills 50

Edoboy

Orlando’s Mills 50 District near downtown is a hub for the Asian American and Pacific Islander community, as you can tell by the restaurant scene. With space for just eight people and a 12-piece order limit per person, standing sushi bar Edoboy perpetually packs them in – before sending them off, sated. Madai (Japanese sea bream), hotate (Japanese scallop) and aburi sushi (torched nigiri) are among the highlights of a lively meal that gets you in and out in a hurry and is perfect for filling up with fine food in a lively ambiance before carrying on with the evening’s festivities.

Pigzza

Pigzza is a stylish Mills 50 go-to for what the restaurant dubs “Italian-ish” fare. The concept nods to its name with pizza, pasta, and barbecue dishes – and some make for fun fusions in the form of dishes like the cacio e pepe fries, roasted artichoke and pepperoni dip, and even a pizza topped with smoked brisket, grape jelly barbecue sauce, and pickled onions. The vibrant interior has terrazzo tables and an open kitchen, and the fun spills out to a large patio area.

Day 3: Fresh Springs, Gators, and Celebration
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EAT & DRINK • DINNER

New-Wave Filipino or Omakase Dining

Kaya

While blending in with the historic homes lining the backstreets of a downtown Orlando neighborhood, Kaya stands out for its soulful Filipino cooking. Aromatics waft from the open kitchen, which turns out adobo risotto, kare kare (a peanut stew with oxtail and rutabaga), and more dishes made with love and local ingredients; 90 percent of the produce comes from Central Florida farms. Kaya also nourishes the community by hosting events like karaoke, mahjong, and live jazz nights.

Kabooki Sushi-Sand Lake

Orlando’s love affair with chef-curated Japanese dining runs deep and, with a rising star at the helm of Kabooki Sushi-Sand Lake, you’re in for something extravagant. The 10-to-15 course omakase dinners play out in a riot of cold and hot tastings and nigiri that might include red snapper with yuzu, seabream with pickled wasabi and the signature maguro truffle (tuna, bubu arare, shiitake crema, truffle oil and serrano peppers). It’s all art on the plate, so settle in and enjoy the show.

Our Contributor

Terry Ward

Terry Ward lives in Florida and has covered travel for 25 years, with bylines in such publications as The Washington Post, National Geographic, BBC Travel, Afar, and Scuba Diving Magazine. She frequently appears on TV as a travel expert and particularly loves taking trips with her two young kids. 

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